Who will be your next three hires and why ?
Pre mortem: if XXX project fails, why will that be?
Describe the pain of your customer. How is this addressed today and what are the shortcomings of current solutions?
Why is your value proposition unique and compelling? Why will it endure? And where does it go from here?
What would be the flag that would make you considering pivoting?
Who is the competitor you are most afraid of?
What would be the top three contacts in my network I can connect you with and why?
What's the weakest link in your chain right now?